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How does Sholl compare with recent premiership & grand final wingmen?

No, they're not. Wings are as irrelevant as rucks when it comes to squad building. If you have a great one, happy days, you're getting production where others aren't. However, teams can and will get success running mediocre wingers.

As Floating Doughnut line breaking midfielders are the key to a good side, but I would also like to throw in gun half back flankers, a good key forward and a gun small forward.

My memory isnt as good as others I admit, but wingmen have featured fairly heavily in a fair few modern day Grand final wins havent they?
 

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No, they're not. Wings are as irrelevant as rucks when it comes to squad building. If you have a great one, happy days, you're getting production where others aren't. However, teams can and will get success running mediocre wingers.

As Floating Doughnut line breaking midfielders are the key to a good side, but I would also like to throw in gun half back flankers, a good key forward and a gun small forward.
All recent premiership sides have had everything you've mentioned including gun wingers.
 
Wing competition will definitely be interesting next year

Sholl - best performed wing last year, likely has hit his ceiling
Nank - may be more consistently moved up the ground
Dowling - should improve again, very good pushing forward and can accumulate
Curtin - I like wing as his spot for now, where he can become an overhead presence and use his kicking to good use
Cumming - should mostly play HBF, but can push to a wing if need

If we draft Jagga, I’d play him wing with stints on-ball next year, too - encourage him to be as aggressive gaining metres as possible when he has time and space
 
Wing competition will definitely be interesting next year

Sholl - best performed wing last year, likely has hit his ceiling
Nank - may be more consistently moved up the ground
Dowling - should improve again, very good pushing forward and can accumulate
Curtin - I like wing as his spot for now, where he can become an overhead presence and use his kicking to good use
Cumming - should mostly play HBF, but can push to a wing if need

If we draft Jagga, I’d play him wing with stints on-ball next year, too - encourage him to be as aggressive gaining metres as possible when he has time and space
Whoever we end up with at 4, you’d think they’d spend a fair bit of their first season playing as that HF/stoppage mid as they build up their body to AFL standards.

Surely another nail in the Murphy coffin!!
 
Whoever we end up with at 4, you’d think they’d spend a fair bit of their first season playing as that HF/stoppage mid as they build up their body to AFL standards.

Surely another nail in the Murphy coffin!!
Cat Noir GIF by NETFLIX
 
Wing competition will definitely be interesting next year

Sholl - best performed wing last year, likely has hit his ceiling
Nank - may be more consistently moved up the ground
Dowling - should improve again, very good pushing forward and can accumulate
Curtin - I like wing as his spot for now, where he can become an overhead presence and use his kicking to good use
Cumming - should mostly play HBF, but can push to a wing if need

If we draft Jagga, I’d play him wing with stints on-ball next year, too - encourage him to be as aggressive gaining metres as possible when he has time and space
Oscar Ryan could also push into the back 6, pushing someone (Cumming?) to the wing.

Could Cheddar also be worth some time on the wing?
 
Oscar Ryan could also push into the back 6, pushing someone (Cumming?) to the wing.

Could Cheddar also be worth some time on the wing?
I’d actually play Cheddar 50/50 wing and mid, if/when he’s ready to come into the AFL side. I originally thought he’d be a wing at AFL, but he surprised me with the bits I saw of his midfield craft development this year
 

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My memory isnt as good as others I admit, but wingmen have featured fairly heavily in a fair few modern day Grand final wins havent they?

There are Smith and Pickett in recent years, however there is a danger in overvaluing one performance in a year. Any position can support a player tearing a game apart. It's more, the league has seen a shift away from wingers being important.

All recent premiership sides have had everything you've mentioned including gun wingers.

There haven't been many in recent times.

Geelong had Issac Smith. 100% gun. Mitch Duncan was very solid in his own right.
Brisbane were running a guy who was as productive as Chayce Jones this year, in Fletcher. Noting they shifted McLuggage to being a 70% CBA player, but he also did spend a lot of time away from contest on the wing so 50/50 if you want to count him or not.
Richmond built a dynasty of guys with their best guy being that Lachie Sholl level in the wings in Brandon Ellis (20 disposal/06-0.8 G+GA per game). As much as you can say "Pickett", Pickett debuted that game and in the years since, proved he was a medicore player who had the game of his life on the most important day. Heck, McIntosh has multiple flags and made a career being Chayce Jones.
Collingwood relied on an aging Sidebottom, Josh Daicos who is a solid player, and a Markov who they plucked out off the scrap heap. Solid players, and you could probably convince me 2023 Josh Daicos just scrapes into being a gun wing.
Melbourne, you're looking at players like Ed Langdon and James Harmes, who are batting at that Lachie Sholl level.

It's only once you get back into the middle 2010s where gun wingers become more common on premiership winning sides. Right now, we are in an era where wings just aren't particularly valued. It also doesn't look like it'll come back, after all, the great wings of yesteryear are more and more needed to become the top line inside midfielders, or half backs now.
 
The lack of a gun rebounder since Smith's decline is a bigger issue for us than the wings.

Top four sides nearly always have an AA quality player behind the ball.

Very keen to see how Cumming goes without having to play second fiddle to Whitfield.
 

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